6-(3-fluoro-2'-pyrrolidin-1-ylmethyl-biphenyl-4-yl)-1-(4-methoxy-phenyl)-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidine-3-carboxylic acid amide

ID: ALA213352

Chembl Id: CHEMBL213352

PubChem CID: 20760195

Max Phase: Preclinical

Molecular Formula: C30H27FN6O3

Molecular Weight: 538.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2nc(C(N)=O)c3ncn(-c4ccc(-c5ccccc5CN5CCCC5)cc4F)c(=O)c32)cc1

Standard InChI:  InChI=1S/C30H27FN6O3/c1-40-22-11-9-21(10-12-22)37-28-26(27(34-37)29(32)38)33-18-36(30(28)39)25-13-8-19(16-24(25)31)23-7-3-2-6-20(23)17-35-14-4-5-15-35/h2-3,6-13,16,18H,4-5,14-15,17H2,1H3,(H2,32,38)

Standard InChI Key:  YNAITOPHNFDVOT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA213352

   6-{2-fluoro-4-[2-(pyrrolidin-1-ylmethyl)phenyl]phenyl}-1-(4-methoxyphenyl)-7-oxo-1H,6H,7H-pyrazolo[4,3-d]pyrimidine-3-carboxamide

2. Alternative Forms:

   

   ALA213352

   6-[2-Fluoro-4-[2-(pyrrolidin-1-ylmethyl)phenyl]phenyl]-1-(4-methoxyphenyl)-7-oxopyrazolo[4,3-d]pyrimidine-3-carboxamide;2,2,2-trifluoroacetic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 538.58

Molecular Weight (Monoisotopic): 538.2129

AlogP: 4.08

#Rotatable Bonds: 7

Polar Surface Area: 108.27

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.62

CX Basic pKa: 9.45

CX LogP: 3.80

CX LogD: 1.78

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.33

Np Likeness Score: -1.32

References

1. Fevig JM, Cacciola J, Buriak J, Rossi KA, Knabb RM, Luettgen JM, Wong PC, Bai SA, Wexler RR, Lam PY..  (2006)  Preparation of 1-(4-methoxyphenyl)-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-ones as potent, selective and bioavailable inhibitors of coagulation factor Xa.,  16  (14): [PMID:16682200] [10.1016/j.bmcl.2006.04.044]

Source

Source(1):

• Scientific Literature